HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tri-o-tolylphosphine → HCID 59812182, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 2-(Tri-n-butylstannyl)thiophene | HCID 2779373 | — |
| Reactant | HCID 9978492 | HCID 9978492 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 59812182 | HCID 59812182 | 78% |
Reaction Steps
A mixture of bromide 30 (40.3 mg, 0.1 mmol), tributylthiophen-2-yl-stannane (62 μL, ca 0.2 mmol), PdCl2.(MeCN)2 (3.6 mg, 0.014 mmol), and tri-o-tolyl-phosphane (6.6 mg, 0.022 mmol) in toluene (0.9 mL) was stirred under N2 for 2 h. The reaction mixture was cooled and separated by PTLC with CH2Cl2 as eluent to afford 33 (31.7 mg, 78%) as yellowish solid. 1H NMR (400 MHz; CDCl3) δ 6.71 (dd, J=2.0, 1.0 Hz, 1H), 7.12 (dd, J=5.1, 3.6 Hz, 1H), 7.32 (dd, J=3.6, 1.2 Hz, 1H), 7.35 (dd, J=5.1, 1.2 Hz, 1H), 7.48-7.63 (m, 4H), 7.82 (m, 1H), 7.84 (s, 1H), 8.09 (d, J=2.2 Hz, 1H), 8.22-8.26 (m, 2H), 8.73 (d, J=2.2 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432375B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-5b48719925c0403db73f36bf623508b1 |
| Source note | uspto-grants-2008_10 |